Use of hydroxydiphenyl ether derivatives as arylsulfatase-inhibitors in deodorants and antiperspirants

ABSTRACT

The invention relates to the use of selected hydroxydiphenyl ether derivatives as arylsulfatase-inhibiting substances in a cosmetic deodorant or antiperspirant composition for reducing body odor caused by decomposition of steroid esters.

The invention relates to the use of selected arylsulfatase-inhibitingsubstances in a cosmetic deodorant or antiperspirant composition forreducing body odour caused by the decomposition of steroid esters.

Apocrine sweat is a complex mixture comprising inter alia steroids,cholesterol and other fats and also about 10% proteins. Thedecomposition products of apocrine sweat, which make a substantialcontribution to body odour, especially to axillary body odour, can bedivided into two classes: on the one hand short-chain fatty acids,especially C₄-C₁₀fatty acids, which may be linear, branched, saturatedor unsaturated, and on the other hand various steroid hormones andmetabolites thereof. For example, typical body odour, especially in men,involves the metabolites of androgens, especially androstenol(5α-androst-16-en-3β-ol, 5α-androst-16-en-3α-ol) and androstenone(5α-androst-16-en-3-one). Steroids themselves are not water-soluble. Inorder that they can be transported away with the body fluids they areusually in sulfate or glucuronide form. On the skin, such steroid estersare cleaved to form the volatile free steroids by hydrolytic enzymes ofskin bacteria, especially coryneform bacteria. In principle, allbacterial exoesterases are capable of such action, but the enzymearylsulfatase especially so.

The deodorant compositions that are active according to the inventionare capable of intervening at that point and of inhibiting the activityof the bacterial exoesterases. In that respect they differ from thepurely bacteriostatic or bactericidal compositions of the prior art,which can have the disadvantage of adversely affecting the naturalmicroflora of the skin.

The control of steroidally caused body odour through the inhibition ofarylsulfatase is known in the prior art, for example from thespecifications U.S. Pat. No. 5,643,559 and U.S. Pat. No. 5,676,937, butthose documents disclose only a small number of arylsulfatase-inhibitingactive ingredients.

Non-halogenated hydroxydiphenyl ethers are known as antimicrobial activeingredients in the prior art from the document EP 1 053 989 A2.

The aim of the present invention was to identify furtherarylsulfatase-inhibiting active ingredients in order to provide greatervariability, flexibility and skin compatibility in the formulation ofcosmetic deodorants. The identification of known cosmetic activeingredients as arylsulfatase-inhibitors also makes it possible to reducethe dosage of such active ingredients. The enzyme-inhibiting action isfrequently exhibited even at low active ingredient concentrations atwhich no bacteriostatic or bactericidal action is yet found. It has beenfound, surprisingly, that the use of arylsulfatase-inhibitors indeodorants is especially suitable for inhibiting the development of bodyodour in men, the person skilled in the art being able on the basis ofhis general technical knowledge to match the amount and/or nature of theactive ingredients in the deodorant composition gender-specifically tothe user group in question.

The present invention relates to the use of at least onearylsulfatase-inhibiting substance selected from hydroxydiphenyl ethersof fgeneral formula

-   R₁, R₂ and R₃ independently from each other are hydrogen; hydroxy;    C₁-C₂₀alkyl; hydroxy-substituted C₁C₂₀alkyl; C₅-C₇cycloalkyl,;    C₁-C₂₀alkoxy; C₁-C₆alkylcarbonyl; phenyl; or phenyl-C₁-C₃alkyl;-   R₄ hydrogen, C₁-C₂₀alkyl; hydroxy-substitute C₁-C₂₀alkyl;    C₅-C₇cycloalkyl; hydroxy; formyl; acetonyl; allyl; carboxy;    carboxy-C₁-C₃alkyl; carboxyallyl; C₂-C₂₀alkenyl;    C₁-C₆-alkyl-carbonyl; C₁-C₃alkylcarbonyl-C₁-C₃alkyl; phenyl; or    phenyl-C₁-C₃alkyl; and-   R₅ is hydrogen; C₁-C₂₀alkoxy; or C₁-C₆alkylcarbonyl.

A C₁-C₂₀alkyl group is to be understood as being a straight-chain orbranched alkyl group, e.g. methyl, ethyl, n-propyl, isopropyl, n-butyl,sec-butyl, tert-butyl, pentyl, isopentyl, tert-pentyl, hexyl,cyclohexyl, heptyl, octyl, isooctyl, nonyl, decyl and the like.

A C₁-C₂₀alkoxy group is to be understood as being a straight-chain orbranched alkoxy group, e.g. methoxy, ethoxy, n-propoxy, isopropoxy,n-butoxy, sec-butoxy, tert-butoxy, pentyloxy, isopentyloxy,tert-pentyloxy, heptyloxy, octyloxy, isooctyloxy, nonyloxy, decyloxy andthe like.

A C₁-C₆alkylcarbonyl group is to be understood as being a straight-chainor branched carbonyl group with an alkyl radical having from one to sixcarbon atoms, e.g. acetyl, propionyl, butyryl, isobutyryl, valeryl,isovaleryl, pivaloyl and the like.

Suitable hydroxy-substituted C₁-C₂₀alkyl groups are e.g. hydroxymethyl,hydroxyethyl, hydroxypropyl, hydroxybutyl, hydroxypentyl, hydroxyhexyl,hydroxyheptyl, hydroxyoctyl, hydroxynonyl, hydroxydecyl and the like.

Compounds of very particular interest are those of formula (I) wherein

-   R₁ is C₁-C₁₆alkyl; and-   R₂, R₃, R₄ and R₅ are hydrogen.

Preferred arylsulfatase-inhibiting substance are selected fromhydroxydiphenyl ethers are formula (II) having 4-phenoxyphenol as theunderlying framework

wherein

-   R₁ and R₂ are each independently of the other a hydrogen atom, a    hydroxy group or a C₁-C₂₀alkyl, C₅-C₇cycloalkyl, C₁-C₆alkylcarbonyl,    C₁-C₂₀alkoxy, phenyl or phenyl-C₁-C₃alkyl group,-   R₃ is a hydrogen atom or a C₁-C₂₀alkyl or C₁-C₂₀alkoxy group and R₄    is a hydrogen atom or a C₁-C₂₀alkyl, hydroxy-substituted    C₁-C₂₀alkyl, C₅-C₇cycloalkyl, hydroxy, formyl, acetonyl,    C₁-C₆alkylcarbonyl, C₂-C₂₀alkenyl, carboxy, carboxy-C₁-C₃alkyl,    C₁-C₃alkylcarbonyl-C₁-C₃alkyl or carboxyallyl group,    hydroxydiphenyl ethers of general formula (III) having    3-phenoxyphenol as the underlying framework    wherein-   R₂ is a hydrogen atom or a C₁-C₂₀alkyl, hydroxy-substituted    C₁-C₂₀alkyl or C₁-C₆-alkylcarbonyl group,-   R₁ and R₃ are each independently of the other a hydrogen atom, a    C₁-C₆alkylcarbonyl group or a C₁-C₂₀alkyl group and-   R₄ is a hydrogen atom or a C₁-C₂₀alkyl, hydroxy-substituted    C₁-C₂₀alkyl, C₁-C₇cycloalkyl, hydroxy, formyl, acetonyl,    C₁-C₆alkylcarbonyl, C₂-C₂₀alkenyl, carboxy, carboxy-C₁-C₃alkyl,    C₁-C₃alkylcarbonyl-C₁-C₃alkyl or carboxyallyl group,    and hydroxydiphenyl ethers of general formula (IV) having    2-phenoxyphenol as the underlying framework    wherein-   R₁ is a hydrogen atom or a C₁-C₆alkylcarbonyl or C₁-C₂₀alkyl group,-   R₄ is a hydrogen atom or a C₁-C₂₀alkyl, hydroxy-substituted    C₁-C₂₀alkyl, C₅-C₇cycloalkyl, hydroxy, formyl, acetonyl,    C₁-C₆alkylcarbonyl, C₂-C₂₀alkenyl, carboxy, carboxy-C₁-C₃alkyl,    C₁-C₃alkylcarbonyl-C₁-C₃alkyl or carboxyallyl group and-   R₂ and R₃ are each independently of the other a hydrogen atom or a    C₁-C₆alkylcarbonyl or C₁-C₂₀alkyl group, in a cosmetic deodorant or    antiperspirant composition for reducing body odour caused by the    hydrolytic decomposition of steroid esters.

Compounds of very most particular interest are those of formula

-   R₁ and R₂ independently from each other are hydrogen; C₁-C₂₀alkyl;    or hydroxy-substituted C₁-C₂₀ alkyl; wherein at least one of the    substituents R₁ and R₂ is not hydrogen.

Furthermore, compounds of formula

are of particular interest, wherein

-   R₄ is carboxy; carboxy-C₁-C₃alkyl; C₁-C₆alkylcarbonyl; or    C₁-C₃alkylcarbonyl-C₁-C₃alkyl.

Furthermore, compounds of formula

are of particular interest, wherein

-   R₁, R₂ and R₃ independently from each other are hydrogen; hydroxy;    C₁-C₂₀alkyl; or hydroxy-substituted C₁-C₂₀alkyl; and-   R₄ is C₁-C₂₀alkyl; hydroxysubstituted C₁-C₂₀alkyl; phenyl;    phenyl-C₁-C₂0alkyl; or C₁-C₆alkylcarbonyl;    and most preferably compounds of formula (IIIc), wherein-   R₁, R₁ and R₃ are hydrogen; or C₁-C₂₀alkyl.

Most preferably are compounds of formula (IIIc), wherein

-   R₁, R₂ and R₃ are hydrogen; and-   R₄ is C₁-C₂₀alkyl; phenyl-C₁-C₅alkyl; or C₁-C₆alkylcarbonyl.

Furthermore, compounds of formula

are preferably used, wherein

-   R₁, R₂ and R₃ independentiy from each other are hydrogen;    C₁-C₂₀alkyl; hydroxy-substituted C₁-C₂₀alkyl; cyclo-C₅-C₇alykl;    phenyl-C₁-C₃alkyl, wherein at least one of the radicals R₁, R₁, or    R₃ is not hydrogen.

Most preferred are compounds of formula (IIa), wherein

-   R₁and R₂ independently from each other are C₁-C₂₀alkyl; most    preferably C₁-C₅alkyl; and-   R₂ is hydrogen.

Preferred hydroxydiphenyl ethers are those of general formula (II)wherein

-   R₁ and R₂ are each independently of the other a hydrogen atom or a    C₁-C₂₀alkyl, C₁-C₆alkylcarbonyl or C₁-C₂₀alkoxy group,-   R₃ is a hydrogen atom or a C₁-C₂₀alkyl or C₁-C₂₀alkoxy group and-   R₄ is a hydrogen atom or a C₁-C₂₀alkyl, hydroxy-substituted    C₁-C₂₀alkyl, C₁-C₆alkylcarbonyl, hydroxy, formyl, acetonyl, allyl,    carboxymethyl or carboxyallyl group,    hydroxydiphenyl ethers of general formula (III) wherein-   R₂ is a hydrogen atom or a C₁-C₂₀alkyl, hydroxy-substituted    C₁-C₂₀alkyl or C₁-C₆- alkylcarbonyl group,-   R₁ and R₃ are each independently of the other a hydrogen atom, a    C₁-C₆alkylcarbonyl group or a C₁-C₂₀ alkyl group and-   R₄ is a hydrogen atom or a C₁-C₂₀alkyl, hydroxy-substituted    C₁-C₂₀alkyl, hydroxy, formyl, acetonyl, allyl, carboxymethyl,    carboxyallyl or C₁-C₆alkylcarbonyl group,    and hydroxydiphenyl ethers of general formula (IV) wherein-   R₁ ,is a hydrogen atom or a C₁-C₆alkylcarbonyl or C₁-C₂₀alkyl group,-   R₄ is a hydrogen atom or a C₁-C₂₀alkyl, hydroxy-substituted    C₁-C₂₀alkyl, hydroxy, formyl, acetonyl, allyl, carboxymethyl,    C₁-C₆alkylcarbonyl or carboxyallyl group and-   R₂ and R₃ are each independently of the other a hydrogen atom or a    C₁-C₆alkylcarbonyl or C₁-C₂₀alkyl group.

Further hydroxydiphenylether compound, which can be used in the presentinvention are listed in the Table 1 below: TABLE 1 HD-01

HD-02

HD-03

HD-04

HD-05

HD-06

HD-07

HD-08

HD-09

HD-10

HD-11

HD-12

HD-13

HD-14

HD-15

HD-16

HD-17

HD-18

HD-19

HD-20

HD-21

HD-22

HD-23

HD-24

HD-25

HD-26

HD-27

HD-28

HD-29

HD-30

HD-31

HD-32

HD-33

HD-34

HD-35

HD-36

HD-37

HD-38

HD-39

HD-40

HD-41

HD-42

HD-43

HD-44

HD-45

HD-46

HD-47

HD-48

HD-49

HD-50

HD-51

HD-52

HD-53

HD-54

HD-55

HD-56

HD-57

HD-58

HD-59

HD-60

HD-61

HD-62

HD-63

HD-64

HD-65

HD-66

The present invention relates also to a method of reducing body odour bymeans of the inhibition of arylsulfatase on the skin, wherein a cosmeticdeodorant or antiperspirant composition comprising at least onearylsulfatase-inhibiting substance selected from hydroxydiphenyl ethersof general formula

wherein

-   R₁, R₂ and R₃ independently from each other are hydrogen; hydroxy;    C₁-C₂₀alkyl; hydroxy-substituted C₁C₂₀alkyl; C₁-C₂₀cycloalkyl;    C₁-C₂₀alkoxy; C₁-C₆alkylcarbonyl; phenyl; or phenyl-C₁-C₃alkyl;-   R₄ hydrogen, C₁-C₂₀ alkyl; hydroxy-substitute C₁-C₂₀alkyl;    C₅C₇-cycloalkyl; hydroxy; formyl; acetonyl; allyl; carboxy;    carboxy-C₁-C₃alkyl; carboxyallyl; C₂-C₂₀alkenyl;    C₁-C₆-alkyl-carbonyl; C₁-C₃alkylcarbonyl-C₁-C₃alkyl; phenyl; or    phenyl-C₁-C₃alkyl; and-   R₅ is hydrogen; C₁-C₂₀alkoxy; or C₁-C₆alkylcarbonyl.

Preferably the cosmetic deodorant or antiperspirant compositioncomprises at least one arylsulfatase-inhibiting substance selected fromhydroxydiphenyl ethers of general formula

wherein

-   R₁ and R₂ are each independently of the other a hydrogen atom, a    hydroxy group or a C₁-C₂₀alkyl, C₁-C₇cycloalkyl, C₁-C₆alkylcarbonyl,    C₁-C₂₀alkoxy, phenyl or phenyl-C₁-C₃alkyl group,-   R₃ is a hydrogen atom or a C₁-C₂₀alkyl or C₁-C₂₀alkoxy group and-   R₄ is a hydrogen atom or a C₁-C₂₀alkyl, hydroxy-substituted    C₁-C₂₀alkyl, C₅-C₇cycloalkyl, hydroxy, formyl, acetonyl,    C₁-C₆alkylcarbonyl, C₂-C₂₀alkenyl, carboxy, carboxy-C₁-C₃alkyl,    C₁-C₃alkylcarbonyl-C₁-C₃alkyl or carboxyallyl group,    hydroxydiphenyl ethers of general formula    wherein-   R₂ is a hydrogen atom or a C₁-C₂₀alkyl, hydroxy-substituted    C₁-C₂₀alkyl or C₁-C₆-alkylcarbonyl group,-   R₁ and R₃ are each independently of the other a hydrogen atom, a    C₁-C₆alkylcarbonyl group or a C₁-C₂₀alkyl group and-   R₄ is a hydrogen atom or a C₁-C₂₀alkyl, hydroxy-substituted    C₁-C₂₀alkyl, C₁-C₇cycloalkyl, hydroxy, formyl, acetonyl,    C₁-C₆alkylcarbonyl, C₂-C₂₀alkenyl, carboxy, carboxy-C₁-C₃alkyl,    C₁-C₃alkylcarbonyl-C₁-C₃alkyl or carboxyallyl group,    and hydroxydiphenyl ethers of general formula    wherein-   R₁ is a hydrogen atom or a C₁-C₆alkylcarbonyl or C₁-C₂₀alkyl group,-   R₄ is a hydrogen atom or a C₁-C₂₀alkyl, hydroxy-substituted    C₁-C₂₀alkyl, C₅-C₇cycloalkyl, hydroxy, formyl, acetonyl,    C₁-C₆alkylcarbonyl, C₂-C₂₀alkenyl, carboxy, carboxy-C₁-C₃alkyl,    C₁-C₃alkylcarbonyl-C₁-C₃alkyl or carboxyallyl group and-   R₂ and R₃ are each independently of the other a hydrogen atom or a    C₁-C₆alkylcarbonyl or C₁-C₂₀alkyl group,    is applied to the skin, especially to the skin of the armpits.

Especially suitable hydroxydiphenyl ethers having 4-phenoxyphenol as theunderlying framework are: the compounds 4-(2,5-dimethylphenoxy)phenol,4-(3-isopropyl-6-methyl-phenoxy)phenol,4-(2-tert-butyl-5-methylphenoxy)phenol,4-(2-cyclohexyl-5-methyl-phenoxy)phenol,4-(2-isopropyl-5-methylphenoxy)phenol and4-(3-isopropyl-5-methyl-phenoxy)phenol,

-   having 3-phenoxyphenol as the underlying framework: the compounds    3-(2-isopropyl-phenoxy)phenol, 3-(2-sec-butylphenoxy)phenol,    3-phenoxy-6-propylphenol, 3-phenoxy-6-(2-methylpropyl)phenol,    3-phenoxy-6-butylphenol, 3-phenoxy-6-pentylphenol,    3-phenoxy-6-hexylphenol, 3-phenoxy-6-(3-methylbutanoyl)phenol and    3-phenoxy-6-hexanoylphenol,-   and having 2-phenoxyphenol as the underlying framework: the    compounds 2-(2-ethyl-phenoxy)phenol, 2-(2-isopropylphenoxy)phenol,    2-(2-sec-butylphenoxy)phenol and 2-(2-tert-butylphenoxy)phenol.

The hydroxydiphenyl ethers used according to the invention are employedin amounts of from 0.001 to 2% by weight, preferably from 0.005 to 1.0%by weight, and especially from 0.01 to 0.5% by weight, in each casebased on the weight of the total deodorant or antiperspirantcomposition.

The cosmetic deodorant or antiperspirant compositions comprising thearylsulfatase-inhibitors used according to the invention can be in theform of powders, in stick form, in the form of an aerosol spray, apump-action spray, a liquid or gel-form roll-on form of application, acream, a gel and in the form of an impregnated flexible substrate.Deodorant or antiperspirant sticks can be in gelled form, based onanhydrous wax and based on W/O emulsions and O/W emulsions. Gel stickscan be prepared on the basis of fatty acid soaps, dibenylidene sorbitol,N-acylamino acid amides, 12-hydroxystearic acid and other gel formers.

An aerosol spray, pump-action spray, a roll-on form of application orcream can be in the form of a water-in-oil emulsion, oil-in-wateremulsion, silicone oil-in-water emulsion, water-in-oil microemulsion,oil-in-water microemulsion, silicone oil-in-water microemulsion,non-aqueous suspension, alcoholic or hydroalcoholic solution, aqueousgel or an oil. All the mentioned compositions can be thickened, forexample on the basis of fatty acid soaps, dibenzylidene sorbitol,N-acylamino acid amides, 12-hydroxystearic acid, polyacrylates of thecarbomer and carbopol type, polyacrylamides and polysaccharides, whichmay be chemically and/or physically modified.

The emulsions and microemulsions can be transparent, translucent oropaque.

The cosmetic deodorant or antiperspirant compositions comprising thearylsulfatase-inhibitors used according to the invention may alsocomprise fatty substances. Fatty substances are to be understood asbeing fatty acids, fatty alcohols, natural and synthetic cosmetic oilcomponents and also natural and synthetic waxes, which, based on atemperature of 25° C., can be in solid form or in liquid form or inaqueous or oily dispersion.

Fatty acids are able to form gels and can thus be used in thepreparation of solidified stick formulations. As fatty acids there maybe used linear and/or branched, saturated and/or unsaturated C₈₋₃₀fattyacids. C₁₀₋₂₂Fatty acids are preferred. Examples are caproic acid,caprylic acid, 2-ethylhexanoic acid, capric acid, lauric acid,isotridecanoic acid, myristic acid, palmitic acid, palmitoleic acid,stearic acid, isostearic acid, oleic acid, elaidic acid, petroselinicacid, linoleic acid, linolenic acid, elaeostearic acid, arachidic acid,gadoleic acid, behenic acid and erucic acid and technical mixturesthereof. The use of stearic acid is especially preferred. The fattyacids used may carry one or more hydroxy groups.

Preferred examples thereof are α-hydroxy-C₈-C₁₈carboxylic acids and also12-hydroxystearic acid.

Fatty alcohols and other fatty substances that are solid at 25° C. arelikewise preferably used in the preparation of stick formulations. Fattyalcohols that may be used include saturated or mono- orpoly-unsaturated, branched or unbranched fatty alcohols having from 6 to30, preferably from 10 to 22 and especially from 12 to 22 carbon atoms.Suitable for use according to the invention are e.g. octanol (caprylalcohol), octenol, octadienol, decanol (capric alcohol), decenol,decadienol, dodecanol (lauryl alcohol), dodecenol, dodecadienol, oleylalcohol, erucyl alcohol, ricinoleyl alcohol, stearyl alcohol, isostearylalcohol, cetyl alcohol, myristyl alcohol, arachidyl alcohol, linoleylalcohol, linolenyl alcohol and behenyl alcohol and also the Guerbetalcohols thereof.

Waxes are frequently used for stick formulations. As natural orsynthetic waxes it is possible to use according to the invention solidparaffins or isoparaffins, vegetable waxes, such as candelilla wax,carnauba wax, esparto wax, japan wax, cork wax, sugarcane wax, ouricurywax, montan wax, sunflower wax, fruit waxes and animal waxes, e.g.beeswax and other insect waxes, spermaceti, shellac wax, wool wax andpreen gland oil, also mineral waxes, e.g. ceresin and ozocerite, or thepetrochemical waxes, e.g. petrolatum, paraffin waxes, microwaxes ofpolyethylene or polypropylene, and polyethylene glycol waxes. It may beadvantageous to use hydrogenated or hardened waxes. Also suitable foruse are chemically modified waxes, especially the hard waxes, e.g.montan ester waxes, sasol waxes and hydrogenated jojoba waxes.

Also suitable are the triglycerides of saturated and optionallyhydroxylated C₁₆₋₃₀fatty acids, e.g. hardened triglyceride fats(hydrogenated palm oil, hydrogenated coconut oil, hydrogenated castoroil), glyceryl tribehenate or glyceryl tri-12-hydroxystearate, alsosynthetic full esters of fatty acids and glycols (e.g. Syncrowachs®) orpolyols having from 2 to 6 carbon atoms, fatty acid monoalkanolamideshaving a C₁₂₋₂₂acyl radical and a C₂₋₄alkanol radical, esters ofsaturated and/or unsaturated, branched and/or unbranchedalkanecarboxylic acids having a chain length of from 1 to 80 carbonatoms and saturated and/or unsaturated, branched and/or unbranchedalcohols having a chain length of from 1 to 80 carbon atoms, includinge.g. synthetic fatty acid fatty alcohol esters such as stearyl palmitateor cetyl palmitate, esters of aromatic carboxylic acids, dicarboxylicacids and hydroxycarboxylic acids (e.g. 12-hydroxystearic acid) andsaturated and/or unsaturated, branched and/or unbranched alcohols havinga chain length of from 1 to 80 carbon atoms, lactides of long-chainhydroxycarboxylic acids and full esters of fatty alcohols and di- andtri-carboxylic acids, e.g. dicetyl succinate or dicetyl/stearyl adipate,and also mixtures of such substances, provided that the individual waxcomponents or their mixtures are solid at 25° C.

It is especially preferred to select the wax components from the groupof esters of saturated, unbranched alkanecarboxylic acids having a chainlength of from 14 to 44 carbon atoms and saturated, unbranched alcoholshaving a chain length of from 14 to 44 carbon atoms, provided that thewax component or the totality of wax components is solid at 25° C. It isespecially advantageous to select the wax components from the group ofC₁₆₋₃₆alkyl stearates, C₂₀₋₄₀alkyl isostearates, C₂₀₋₄₀dialkyl esters ofdimeric acids, C₁₈₋₃₈alkylhydroxystearoyl stearates and C₂₀₋₄₀alkylerucates; also suitable for use are C₃₀₋₅₀alkyl beeswax and cetearylbehenate. Silicone waxes, for example stearyl trimethylsilane/stearylalcohol, may also be advantageous. Especially preferred wax componentsare the esters of saturated, monohydric C₂₀-C₆₀alcohols and saturatedC₈-C₃₀monocarboxylic acids, especially a C₂₀-C₄₀alkyl stearate, which isobtainable under the name Kesterwachs® K82H from Koster Keunen Inc. Thewax or the wax components should be solid at 25° C., but should melt inthe range of from 35 to 95° C., preference being given to a range offrom 45 to 85° C.

Natural, chemically modified and synthetic waxes can be used alone or incombination.

The gel formers and solidifying components are present in an amount offrom 0.1 to 50% by weight, based on the total composition used accordingto the invention, preferably from 1 to 40% by weight and especially from5 to 30% by weight.

The compositions used according to the invention can also comprise atleast one non-polar or polar liquid oil, which may be natural orsynthetic.

The polar oil component can be selected from vegetable oils, e.g.sunflower oil, olive oil, soybean oil, rape oil, almond oil, jojoba oiland the liquid components of coconut oil, and also from synthetictriglyceride oils, from ester oils, that is to say esters of C₆₋₃₀fattyacids with C₂₋₃₀fatty alcohols, from dicarboxylic acid esters such asdi-n-butyl adipate, di(2-ethyl-hexyl) adipate and di(2-ethylhexyl)succinate, and also diol esters such as ethylene glycol dioleate andpropylene glycol di(2-ethylhexanoate), from symmetric, asymmetric orcyclic esters of carbonic acid with fatty alcohols, described forexample in DE-OS 197 56 454, glycerol carbonate or dicaprylyl carbonate(Cetiol® CC), from mono-, di- and tri-fatty acid esters of saturatedand/or unsaturated linear and/or branched fatty acids with glycerol,from branched alkanols, e.g. Guerbet alcohols having a single branch atcarbon atom 2, such as 2-hexyl decanol, 2-octyl dodecanol, isotridecanoland isohexadecanol, from alkanediols, e.g. the vicinal diols obtainablefrom epoxyalkanes having from 12 to 24 carbon atoms by ring-opening withwater, from ether alcohols, e.g. the monoalkyl ethers of glycerol, ofethylene glycol, of 1,2-propylene glycol or of 1,2-butanediol, fromdialkyl ethers each having from 12 to 24 carbon atoms, e.g. alkyl methylethers or di-n-alkyl ethers each having a total of from 12 to 24 carbonatoms, especially di-n-octyl ether (Cetiol®OE from Cognis), and alsofrom addition products of ethylene oxide and/or propylene oxide withmono- or poly-valent C₃₋₂₀alkanols such as butanol and glycerol, e.g.PPG-3 myristyl ether (Witconol® APM), PPG-14 butyl ether (Ucon Fluid®AP), PPG-15 stearyl ether (Arlamol® E), PPG-9 butyl ether (Breox® B25)and PPG-10 butanediol (Macol® 57).

The non-polar oil component can be selected from liquid paraffin oils,isoparaffin oils, e.g. isohexadecane and isoeicosane, from synthetichydrocarbons, e.g. 1,3-di(2-ethyl-hexyl)cyclohexane (Cetiol® S), andfrom volatile and non-volatile silicone oils, which may be cyclic, e.g.decamethylcyclopentasiloxane and dodecamethylcyclohexasiloxane, orlinear, e.g. linear dimethylpolysiloxane, commercially available e.g.under the name Dow Corning® 190, 200, 244, 245, 344 or 345 and Baysilon®350 M.

The compositions used according to the invention may also comprise atleast one water-soluble alcohol. Water-solubility is to be understoodaccording to the invention as meaning that at least 5% by weight of thealcohol dissolve at 20° C. to form a clear solution or—in the case oflong-chain or polymeric alcohols—can be dissolved by heating thesolution to from 50° C. to 60° C. Depending upon the form ofapplication, monohydric alcohols, e.g. ethanol, propanol or isopropanol,are suitable. Also suitable are water-soluble polyols. These includewater-soluble diols, triols and higher valency alcohols, and alsopolyethylene glycols. Suitable diols include C₂-C₁₂diols, especially1,2-propylene glycol, butylene glycols, e.g. 1,2-butylene glycol,1,3-butylene glycol and 1,4-butylene glycol, hexanediols, e.g.1,6-hexanediol. Also especially suitable are glycerol and moreespecially diglycerol and triglycerol, 1,2,6-hexanetriol and thepolyethylene glycols (PEG) PEG-400, PEG-600, PEG-1000, PEG-1550,PEG-3000 and PEG4000.

The amount of alcohol or alcohol mixture in the compositions usedaccording to the invention is from 1 to 50% by weight and preferablyfrom 5 to 40% by weight, based on the total composition. According tothe invention either one alcohol or a mixture of a plurality of alcoholscan be used.

The compositions used according to the invention can be substantiallynon-aqueous, that is to say they can contain a maximum of 5% by weight,preferably a maximum of 1% by weight, water. In water-containing formsof application, the water content is from 5 to 98% by weight, preferablyfrom 10 to 90% by weight and especially from 15 to 85% by weight, basedon the total composition.

The compositions used according to the invention can also comprise atleast one hydrophilically modified silicone. They enable highlytransparent compositions to be formulated, they reduce stickiness andthey leave behind a fresh feeling on the skin. Hydrophilically modifiedsilicones are to be understood according to the invention as beingpolyorganosiloxanes having hydrophilic substituents which affect thewater-solubility of the silicones. According to the invention,water-solubility is to be understood as meaning that at least 2% byweight of the silicone that has been modified with hydrophilic groupsdissolve in water at 20° C. Examples of suitable hydrophilicsubstituents are hydroxy, polyethylene glycol or polyethyleneglycol/polypropylene glycol side chains or end groups and alsoethoxylated ester side chains or end groups. Especially suitable inaccordance with the invention are hydrophilically modified siliconecopolyols, especially dimethicone copolyols, which are commerciallyavailable, for example, from Wacker-Chemie under the name Belsil® DMC6031, Belsil® DMC 6032, Belsil® DMC 6038 or Belsil® DMC 3071 VP and fromDow Coming under the name DC 2501.

The compositions used according to the invention can also comprise atleast one water-soluble surfactant. Suitable water-soluble surfactantsare in principle any surfactants that are 1% by weight soluble in thesystem at 20° C. and at least 1% by weight soluble in water at 20° C.Although the structure and ionicity are unimportant per se, it appearsthat non-ionic surfactants are especially suitable, more especially theaddition products of ethylene oxide with fatty molecules having at leastone group capable of alkoxylation that are solid at normal temperature(20° C.). Examples of such suitable surfactants are the additionproducts of from 10 to 40 mol of ethylene oxide with linear fattyalcohols having from 16 to 22 carbon atoms, with fatty acids having from12 to 22 carbon atoms, with fatty acid alkanolamides, with fatty acidmonoglycerides, with sorbitan fatty acid monoesters, with fatty acidalkanolamides, with fatty acid glycerides, e.g. hardened castor oil,with methylglucoside monofatty acid esters, and mixtures thereof

The compositions used according to the invention comprise in a preferredembodiment at least one antiperspirant active ingredient. Suitableantiperspirant active ingredients are water-soluble astringent metalsalts, especially inorganic and organic salts of aluminium, zirconiumand zinc, and any mixtures of such salts. According to the invention,water-solubility is to be understood as being a solubility of at least 5g of active ingredient per 100 g of solution at 20° C. Suitable for useaccording to the invention are, for example, alum(KAI(SO₄)₂.12H₂O),aluminium sulfate, aluminium lactate, sodium aluminiumchlorohydroxylactate, aluminium chlorohydroxyallantoinate, aluminiumchlorohydrate, aluminium sulfocarbolate, aluminium zirconiumchlorohydrate, zinc chloride, zinc sulfo-carbolate, zinc sulfate,zirconium chlorohydrate and aluminium zirconium chlorohydrate glycinecomplexes. The compositions preferably comprise an astringent aluminiumsalt, especially aluminium chlorohydrate, and/or an aluminium zirconiumcompound. In the case of aqueous forms of application the antiperspirantactive ingredients are used in the form of aqueous solutions. Innon-aqueous compositions, the antiperspirant active ingredients are usedin solid form. They are present in the compositions used according tothe invention in an amount of from 1 to 40% by weight, preferably from 5to 30% by weight and especially from 8 to 25% by weight (based on theamount of active ingredient in the total composition). Aluminiumchlorohydrates are available in pulverulent form, e.g. Micro Dry®Ultrafine from Reheis, in activated form, e.g. Reach® 501 from Reheis,and in the form of aqueous solutions, e.g. Locron® L from Clariant orChlorhydrol® from Reheis. An aluminium sesquichlorohydrate is availablefrom Reheis under the name Reach® 301. The use of aluminium zirconiumtetrachlorohydrex-glycine complexes, which are commercially availablee.g. from Reheis under the name Rezal® 36G, is also advantageousaccording to the invenbon. Activated aluminium zirconium polymers havinga low molecular weight are also used. Also suitable as deodorantsaccording to the invention are fragrances, antimicrobial, anti-bacterialor microorganism-inhibiting substances, enzyme-inhibiting substances,anti-oxidants and odour absorbers.

Suitable antimicrobial, antibacterial or microorganism-inhibitingsubstances are especially C₁-C₄alkanols, C₂-C₄alkanediols, organohalogencompounds and organohalides, quaternary ammonium compounds and a rangeof plant extracts and zinc compounds. Preference is given to halogenatedphenol derivatives, e.g. hexachlorophene or Irgasan DP 300 (triclosan,2,4,4′-trichloro-2′-hydroxydiphenyl ether), 3,4,4′-trichlorocarbonilide,chlorhexidine (1,1′-hexamethylene-bis[5-(4-chlorophenyl)]biguanide),chlorhexidine gluconate, benzalkonium halides and cetylpyridiniumchloride. Also suitable for use are sodium hydrogen carbonate, sodiumphenol sulfonate and zinc phenol sulfonate and e.g. the constituents oflinden blossom oil. Antimicrobial substances that have a weaker actionbut exhibit a specific action against the gram-positive microorganismsresponsible for the decomposition of sweat can also be used as deodorantactive ingredients. Such substances include many ethereal oils, e.g. oilof cloves (eugenol), mint oil (menthol) or thyme oil (thymol) as well asterpene alcohols, e.g. farnesol. It is also possible to use aromaticalcohols, e.g. benzyl alcohol, 2-phenylethanol or 2-phenoxyethanol, asdeodorant active ingredients. Further antibacterially active deodorantsare lantibiotics, glycoglycerolipids, sphingolipids (ceramides), sterolsand other active ingredients that inhibit the adhesion of bacteria tothe skin, e.g. glycosidases, lipases, proteases, carbohydrates, di- andoligo-saccharide fatty acid esters and also alkylated mono- andoligo-saccharides. Likewise suitable are long-chain diols, e.g.1,2-alkane(C₈-C₁₈)diols, glycerol mono(C₆-C₁₆)-alkyl ethers and glycerolmono(C₈-C₁₈)fatty acid esters, which are very well tolerated by the skinand mucosa and are active against corynebacteria.

Enzyme-inhibiting substances having a deodorising action are primarilythose which inhibit the ester-cleaving enzymes and in that waycounteract the decomposition of sweat. Especially suitable for thispurpose are zinc salts, plant extracts, e.g. citrus seed extracts, andthe esters of aliphatic C₂-C₆carboxylic acids or hydroxycarboxylic acidsand C₂-C₆alcohols or polyols, e.g. triethyl citrate, propylene glycollactate or glycerol triacetate (triacetin).

Anti-oxidative substances are able to counteract the oxidativedecomposition of the constituents of sweat and in that way inhibit thedevelopment of odour. Suitable anti-oxidants are tocopherols andderivatives thereof, especially tocopheryl acetate, retinoids,especially retinol and retinyl palmitate, carotinoids, carotins (e.g.α-carotin, β-carotin, lycopene) and derivatives thereof, liponic acidand derivatives thereof (e.g. dihydrolipoic acid), thio compounds, e.g.thioglycerol, thiosorbitol, thioglycolic acid, thioredoxin, glutathione,cysteine, cystine, cystamine and esters thereof and also salts thereof,dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionicacid and derivatives thereof, and also sulfoximine compounds in verysmall tolerable concentrations (e.g. pmol/kg to μmol/kg), alsometal-chelating agents (e.g. α-hydroxyfatty acids, EDTA, EGTA, phyticacid, lactoferrin), humic acids, bile acid, bile extracts, gallic acidesters (e.g. propyl, octyl and dodecyl gallate), flavonoids, catechols,bilirubin, biliverdin and derivatives thereof, folic acid andderivatives thereof, hydroquinone and derivatives thereof (e.g.arbutin), ubiquinone and ubiquinol and derivatives thereof, isoascorbicacid and derivatives thereof, rutin, rutinic acid and derivativesthereof, disodium rutinyl disulfate, cinnamic acid and derivativesthereof (e.g. ferulic acid, ethyl ferulate, caffeic acid), kojic acid,chitosan glycolate and salicylate, butyl hydroxytoluene, butylhydroxyanisole, nordihydroguaiaretic acid, trihydroxybutyrophenone, uricacid and derivatives thereof, mannose and derivatives thereof, seleniumand selenium derivatives (e.g. selenium methionine), stilbene andstilbene derivatives (e.g. stilbene oxide, trans-stilbene oxide).According to the invention it is possible to use suitable derivatives(salts, esters, sugars, nucleotides, nucleosides, peptides and lipids)as well as mixtures of the mentioned active ingredients or plantextracts (e.g. tea tree oil, rosemary extract and rosemarinic acid)containing such antioxidants.

As lipophilic, oil-soluble antioxidants from that group preference isgiven to gallic acid esters, flavonoids and carotinoids and alsobutylhydroxytoluene/anisole. As water-soluble antioxidants preference isgiven to tannins, especially those of vegetable origin.

The total amount of antioxidants in the compositions used according tothe invention is from 0.001 to 10% by weight, preferably from 0.05 to 5%by weight and especially from 0.05 to 2% by weight, based on the totalcomposition.

The following substances can be used as odour absorbers: zincricinoleate, cyclodextrin and derivatives thereof,hydroxypropyl-β-cyclodextrin, also oxides such as magnesium oxide orzinc oxide, the oxides not being compatible with aluminiumchlorohydrate, also starch and starch derivatives, silicic acids, whichmay or may not be modified, zeolites, talcum and also syntheticpolymers, e.g. nylon. The deodorising action may also be supported bycomplex-forming substances because they form a stable complex with theoxidatively catalytically active heavy metal ions (e.g. iron or copper).Suitable complex formers are e.g. the salts ofethylenediaminetetraacetic acid or nitrilotriacetic acid and also thesalts of 1 -hydroxyethane-1,1-diphosphonic acid.

Suitable fragrances and perfume oils are, for example, mixtures ofnatural and/or synthetic aromatic substances. Natural aromaticsubstances are extracts from blossom (lilies, lavender, roses, jasmine,neroli, ylang-ylang), from stems and leaves (geranium, patchouli,petitgrain), from fruit (aniseed, coriander, carraway, juniper), fromfruit peel (bergamot, lemons, oranges), from roots (mace, angelica,celery, cardamom, costus, iris, calamus), from wood (pinewood,sandalwood, guaiacum wood, cedarwood, rosewood), from herbs and grasses(tarragon, lemon grass, sage, thyme), from needles and twigs (spruce,pine, Scots pine, mountain pine) and from resins and balsams (galbanum,elemi, benzoin, myrrh, olibanum, opoponax). Animal raw materials alsocome into consideration, for example civet and castoreum. Typicalsynthetic aromatic substances are products of the ester, ether,aldehyde, ketone, alcohol or hydrocarbon type. Aromatic substancecompounds of the ester type are, for example, benzyl acetate,phenoxyethyl isobutyrate, p-tert-butylcyclohexyl acetate, linalylacetate, dimethyl-benzylcarbinyl acetate, phenylethyl acetate, linalylbenzoate, benzyl formate, ethylmethylphenyl glycinate, allylcyclohexylpropionate, styrallyl propionate and benzyl salicylate. The ethersinclude, for example, benzyl ethyl ether; thealdehydes include, forexample, the linear alkanals having from 8 to 18 carbon atoms, citral,citronellal, citronellyl oxyacetaldehyde, cyclamen aldehyde,hydroxycitronellal, lilial and bourgeonal; the ketones include, forexample, the ionones, α-isomethylionone and methyl cedryl ketone; thealcohols include anethol, citronellol, eugenol, isoeugenol, geraniol,linalool, phenyl ethyl alcohol and terpineol; and the hydrocarbonsinclude mainly the terpenes and balsams. It is preferable, however, touse mixtures of different aromatic substances that together produce anattractive scent.

Ethereal oils of relatively low volatility, which are chiefly used asaroma components, are also suitable as perfume oils, e.g. sage oil,camomile oil, clove oil, melissa oil, mint oil, cinnamon leaf oil,linden blossom oil, juniper berry oil, vetiver oil, olibanum oil,galbanum oil, labdanum oil and lavandin oil.

Preference is given to the use of bergamot oil, dihydromyrcenol, lilial,lyral, citronellol, phenyl ethyl alcohol, α-hexylcinnamaldehyde,geraniol, benzyl acetone, cyclamen aldehyde, linalool, boisambreneforte, ambroxan, indole, hedione, sandelice, lemon oil, tangerine oil,orange oil, allyl amyl glycolate, cyclovertal, lavandin oil, muscatelsage oil, β-damascone, bourbon geranium oil, cyclohexyl salicylate,vertofix coeur, iso-E-Super, Fixolide®NP, evernyl, iraldein gamma,phenylacetic acid, geranyl acetate, benyl acetate, rose oxide, romillat,irotyl and floramat alone or in admixture with one another.

According to the invention, the perfume oil and/or ethereal oil ispresent in amounts of from 0.01 to 2% by weight, preferably from 0.1 to1% by weight, in each case based on the weight of the total compositionused according to the invention.

Liquid and gel-form forms of application may comprise thickeners, e.g.cellulose ethers, such as hydroxypropylcellulose, hydroxyethylcelluloseand methylhydroxypropylcellulose, thickening polymers based onpolyacrylates, which may if desired be crosslinked, e.g. the carbopoltypes or Pemulen® products, or based on polyacrylamides orsulfonic-acid-group-containing polyacrylates, e.g. Sepigel® 305 orSimulge® EG, also inorganic thickeners, e.g. bentonites and hectorites(Laponite®).

The compositions used according to the invention may comprise furthercosmetically and dermatologically effective substances, for exampleantiinflammatory substances, solids, selected from silicic acids, e.g.Aerosil® types, silica gels, silicon dioxide, clays, e.g. bentonites orkaolin, magnesium aluminium silicates, e.g. talcum, boron nitride,titanium dioxide, which may be coated if desired, unmodified andmodified starches and starch derivatives, cellulose powders and polymerpowders, also plant extracts, protein hydrolysates and vitamins.

The cosmetic deodorant or antiperspirant compositions comprising thearylsulfatase-inhibitors used according to the invention, where liquid,can be applied to flexible and absorbent carriers and made available inthe form of deodorant or antiperspirant cloths or sponges. As flexibleand absorbent carriers in the sense of the invention there are suitablee.g. carriers of textile fibres, collagen or polymeric foam materials.As textile fibres it is possible to use, woven or non-woven, eithernatural fibres, such as cellulose (cotton, linen), silk, wool,regenerated cellulose (viscose, rayon), cellulose deratives, orsynthetic fibres, e.g. polyester, polyacrylonitrile, polyamide orpolyolefin fibres, or mixtures of such fibres. The fibres may beprocessed to form absorbent cotton wadding pads, non-woven materials orwoven or knitted materials. Flexible and absorbent polymeric foammaterials, e.g. polyurethane foams and polyamide foams, are alsosuitable substrates. The substrate may have one, two, three or more thanthree layers, the individual layers consisting of the same or differentmaterials. Each substrate layer may have a homogeneous structure or anon-homogeneous structure with, for example, different zones ofdifferent density.

Carrier substrates that are to be regarded as absorbent in the sense ofthe invention are those which at 20° C. are able to bind at least 10% byweight water, based on the dry weight, by adsorption and/or capillaryaction. Preferably, however, such carriers are able to bind at least100% by weight water by adsorption and by capillary action.

The finishing of the carrier substrates is effected by treating orfinishing the absorbent, flexible carrier substrates, preferably oftextile fibres, collagen or polymeric foamed materials, with thecompositions according to the invention and optionally drying. Thattreatment (finishing) of the carrier substrates can be carried out inaccordance with any procedures, e.g. by spraying, immersion andsqueezing, impregnation or simply by injecting the composition accordingto the invention into the carrier substrates.

Also preferred according to the invention is a form of application inaerosol form, the cosmetic composition comprising a propellant selectedfrom propane, butane, isobutane, pentane, isopentane, dimethyl ether,fluorohydrocarbons and fluorochlorohydrocarbons and mixtures thereof.

The following Examples are intended to illustrate the invention, but theinvention is not limited thereto.

EXAMPLES OF FORMULATIONS

Non-aqueous Surfactant-containing Antiperspirant Sticks (Data in Partsby Weight) 1.1 1.2 1.3 1.4 1.5 1.6 1.7 1.8 1.9 Silicone oil DC ® 28 2823 23 23 38 42 47 31 245 Eutanol ® G 16 10 — — 15 10 — 10 — 10 Cetiol ®OE — 10 15 — — — — — — Ucon Fluid ® AP 5 5 5 5 5 5 5 5 5 Cutina ® HR 6 66 6 6 6 2 5 6 Lorol ® C 18 20 20 20 — 20 20 — — 20 Lanette ® O — — — 20— — 10 12 — Eumulgin ® B 3 3 3 3 3 3 3 3 3 — Cutina ® E 24 PF — — — — 5— — — — Aluminium chlorohydrate 20 20 20 20 20 20 20 — — Talcum 7.9957.9 7.9 7.9 7.5 7.5 7.995 27.9 27.5 4-(2,5-Dimethylphenoxy) 0.005 — — —— — — — — phenol 4-(3-Isopropyl-6- — 0.1 — — — — — — — methylphenoxy)-phenol 4-(2-tert-Butyl-5- — — 0.1 — — — — — — methylphenoxy)- phenol4-(2-Cyclohexyl-5- — — — 0.1 — — — — — methylphenoxy)- phenol4-(2-Isopropyl-5- — — — — 0.5 — — — — methylphenoxy)- phenol4-(3-Isopropyl-5- — — — — — 0.5 — — — methylphenoxy)- phenol3-(2-Isopropyl- — — — — — — 0.005 — — phenoxy)phenol3-(2-sec-Butylphenoxy) — — — — — — — 0.1 — phenol 3-Phenoxy-6- — — — — —— — — 0.5 propylphenol

Sprayable Transluctant Deodorant Microemulsion (Data in % by Weight) 2.12.2 2.3 2.4 2.5 2.6 2.7 2.8 2.9 Plantaren ® 1200 1.71 1.71 — 1.71 1.71 —1.71 1.71 1.71 Plantaren ® 2000 1.14 1.39 2.40 1.14 1.39 2.40 1.14 1.391.39 Glycerol monooleate 0.71 0.71 — 0.71 0.71 — 0.71 0.71 0.71 Dioctylether 4.00 4.00 0.09 4.00 4.00 0.09 4.00 4.00 4.00 Octyl dodecanol 1.001.00 0.02 1.00 1.00 0.02 1.00 1.00 1.00 Perfume oil 1.00 1.00 1.00 1.001.00 1.00 1.00 1.00 1.00 Aluminium chlorohydrate 8.00 5.00 5.00 — — —8.00 5.00 5.00 1,2-Propylene glycol 5.00 5.00 — 5.00 5.00 — 5.00 5.005.00 Glycerol — — 5.00 — — 5.00 — — — Tocopheryl acetate 0.6 0.6 0.6 0.60.6 0.6 0.6 0.6 0.6 4-(2-tert-Butyl-5- 0.05 — — — — — — — —methylphenoxy)phenol 3-Phenoxy-6-(2-methylpropyl) — 0.1 — — — — — — —phenol 3-Phenoxy-6-butyl- — — 0.005 — — — — — — phenolbutylphenol3-Phenoxy-6-pentylphenol — — — 0.5 — — — — — 3-Phenoxy-6-hexylphenol — —— — 0.1 — — — — 3-Phenoxy-6-(3-methylbutanoyl) — — — — — 0.05 — — —phenol 3-Phenoxy-6-hexanoylphenol — — — — — — 0.1 — —2-(2-Isopropylphenoxy) — — — — — — — 0.1 — phenol 4-(3-Isopropyl-5- — —— — — — — — 0.005 methylphenoxy)phenol Water ad 100 ad 100 ad 100 ad 100ad 100 ad 100 ad 100 ad 100 ad 100

Soap-containing Deodorant Sticks (Data in % by Weight) 3.1 3.2 3.3 3.43.5 3.6 3.7 3.8 Ethanol 22.5 22.5 22.5 22.5 22.5 22.5 22.5 22.5 Cutina ®FS 45 4.4 4.4 4.4 4.4 4.4 4.4 4.4 4.4 1,3-Butanediol 31.7 31.7 31.7 31.731.7 31.7 31.7 31.7 1,2-Propylene glycol 21.0 21.0 21.0 21.0 21.0 21.021.0 21.0 Eutanol ® G 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.0 Aethoxal ® B 3.03.0 3.0 3.0 3.0 3.0 3.0 3.0 Cremophor ® RH 455 0.05 0.05 0.05 0.05 0.050.05 0.05 0.05 NaOH 45% 1.44 1.44 1.44 1.44 1.44 1.44 1.44 1.44Phenoxyethanol 1.0 1.0 1.0 1.0 1.0 1.0 1.0 1.0 Sensiva ® SC 50 0.3 0.30.3 0.3 0.3 0.3 0.3 0.3 Perfume oil 2.0 2.0 2.0 2.0 2.0 2.0 2.0 2.02-(2-tert-Butylphenoxy) 0.1 — — — — — — — phenol 2-(2-Ethylphenoxy)- —0.005 — — — — — — phenol 4-(2,5-Dimethylphenoxy) — — 0.1 — — — — —phenol 4-(3-Isopropyl-6- — — — 0.5 — — — — methylphenoxy)- phenol4-(2-tert-Butyl-5- — — — — 0.5 — — — methylphenoxy)phenol4-(2-Cyclohexyl-5- — — — — — 0.005 — — methylphenoxy)- phenol4-(3-Isopropyl-5- — — — — — — 0.1 — methylphenoxy)- phenol3-(2-Isopropylphenoxy) — — — — — — — 0.5 phenol Water dist. ad 100 ad100 ad 100 ad 100 ad 100 ad 100 ad 100 ad 100

Deodorant in Pump-action Atomiser (Data in % by Weight) 4.1 4.2 4.3 4.44.5 4.6 4.7 Ethanol 96%, (DEP 55.0 55.0 55.0 55.0 55.0 55.0 55.0denatured) Triethyl citrate 3.0 3.0 3.0 3.0 3.0 3.0 3.0 Cremophor ® RH455 0.5 0.5 0.5 0.5 0.5 0.5 0.5 4-(2-tert-Butyl-5- 0.5 — — — — — —methylphenoxy) phenol 3-Phenoxy-6-propylphenol — 0.005 — — — — —3-Phenoxy-6-(2- — — 0.005 — — — — methylpropyl)phenol3-Phenoxy-6-butylphenol — — — 0.1 — — — 3-Penoxy-6-pentylphenol — — — —0.1 — — 3-Phenoxy-6-hexylphenol — — — — — 0.005 — 3-Phenoxy-6-(3- — — —— — — 0.1 methylbutanoyl) phenol Perfume oil 1.0 1.0 1.0 1.0 1.0 1.0 1.0Water ad 100 ad 100 ad 100 ad 100 ad 100 ad 100 ad 100

Non-aqueous Deodorant Spray (Data in % by Weight) 5.1 5.2 5.3 2-Octyldodecanol 0.5 0.5 0.5 Ethanol 99% (DEP denatured) 38.1 39.495 38.853-Phenoxy-6-hexanoylphenol 0.5 — 0.5 3-(2-sec-Butylphenoxy)phenol —0.005 0.005 4-(2-tert-Butyl-5-methylphenoxy)- 0.1 — 0.1 phenol n-Butane60 60 60

Antiperspirant Roll-on (Data in % by Weight) 6.1 6.2 6.3 6.4 6.5 6.6Ethanol 96% (DEP denatured) 30.0 30.0 30.0 30.0 30.0 30.0 Mergital ® CS11 2.0 2.0 2.0 2.0 2.0 2.0 Eumulgin ® B 3 2.0 2.0 2.0 2.0 2.0 2.0Aluminium chlorohydrate 20.0 20.0 20.0 20.0 20.0 20.0Hydroxyethylcellulose 0.5 0.5 0.5 0.5 0.5 0.52-(2-Isopropylphenoxy)phenol 0.1 — — — — — 2-(2-sec-Butylphenoxy)phenol— 0.005 — — — — 2-(2-tert-Butylphenoxy)phenol — — 0.1 — — —3-(2-Isopropylphenoxy)phenol — — — 0.1 — — 3-(2-sec-Butylphenoxy)phenol— — — — 0.005 — 4-(2-tert-Butyl-5- — — — — — 0.1 methylphenoxy)phenolPerfume oil 0.8 0.8 0.8 0.8 0.8 0.8 Water ad 100 ad 100 ad 100 ad 100 ad100 ad 100

Antiperspirant Spray of the Suspension Type (Data in % by Weight) 7.17.2 7.3 DC-245 10.0 10.0 10.0 Isopropyl myristate 5.0 5.0 5.0 Aluminiumchlorohydrate 5.0 5.0 5.0 powder Aerosil ® R 972 2.0 2.0 2.04-(2,5-Dimethylphenoxy)phenol 0.1 — — 4-(3-Isopropyl-6-methylphenoxy) —0.005 — phenol 4-(2-tert-Butyl-5- — — 0.1 methylphenoxy)phenol n-Butane77.9 77.995 77.9

Transparent Antiperspirant Gel (Data in % by Weight) 8.1 Phase 1 DC-2457.0 DC-3225 10.0 4-(2-tert-Butyl-5- 0.1 methylphenoxy)phenol Phase 2Chlorhydrol ® 50.0 1,2-Propylene glycol 16.0 Water 16.9

With stirring (900 rev/min using a propeller stirrer), Phase 2 is addedto Phase 1 in the course of 25 minutes with the aid of a burette. Themixture is then stirred for 30 minutes. A viscous transparent masshaving a viscosity of 43750 mPas is obtained.

The mass is then uniformly homogenised for 120 seconds by moving theglass using a shearing head (Ultra Turrax T50 (IKA-Werke), Turraxstab,Step 8 (about 8500 rev/min)). The refractive index is 1.3990 (20° C.).

The following viscosities are measured: t₀   61 units 152500 mPas 73hours   76 units 190000 mPas Day 11 68.5 units 171250 mPas

Viscosity measurement conditions: Measuring apparatus: Brookfield RVFusing the Helipath Spindle: TC, 4 revolutions per minute

factor 2500 per scale graduation Measured value: after 60 secondsTemperature: 20° C.

Using as the measuring apparatus a Hach 2100 AN IS Turbidometer Ser99-100000-423 (ISO Method 2027) (Hach), LED measurement 860 nm, adeaerated sample exhibited a turbidity value of 37 NTU at 21° C.

Antiperspirant or Deodorant Cloths

For the embodiment according to the invention in the form of anantiperspirant cloth or deodorant cloth, a single-layer substrate of100% viscose having a weight per unit area of 50 g/m² is treated with 75g of Example emulsion 2.1 or 2.2 or 2.3 per square metre or with 75 g ofExample solution 4.1 or 4.2, cut into suitably sized cloths and packagedin sachets.

List of Raw Materials Used Aerosil R 972 Silica dimethyl silylateDegussa Aethoxal ® B PPG-5 laureth-5 Cognis Cetiol ® OE Dicaprylyl etherCognis Chlorhydrol ® 50% Aluminium chlorohydrate, 50% Reheis waterCremophor ® RH 455 Hydrogenated castor oil with 40 BASF EO, containingpropylene glycol Cutina ® FS 45 Fatty acid mixture of palmitic andCognis stearic acid Cutina ® E 24 PF PEG-20 glyceryl stearate CognisCutina ® HR Hydrogenated castor oil Cognis DC ® 245 CyclopentasiloxaneDow Corning DC ® 3225 Cyclomethicone/dimethicone Dow Corning copolyolEumulgin ® B 3 Ceteareth-30 Cognis Eutanol ® G 2-Octyl dodecanol CognisEutanol ® G 16 2-Hexyl decanol Cognis Lanette ® O Cetyl/stearyl alcoholin a ratio of 1:1 Cognis Lorol ® C 18 Stearyl alcohol Cognis Mergital ®CS 11 Ceteareth-11 Cognis Plantaren ® 1200 Lauryl glucoside, Cognisabout 50% active substance Plantaren ® 2000 Decyl glucoside, about 50%active Cognis subst. Sensiva ® SC 50 2-Ethylhexylglycerol ether Schulke& Mayr Ucon Fluid ® AP PPG-14 butyl ether Amerchol (Union Carbide)Examination of the Inhibitory Action of Arylsulfatase-inhibitors (InVitro)

The inhibitory action of the inhibitors used according to the inventionis tested with reference to a commercially available arylsulfatase (EC3.1.6.1) obtained from Aerobacter aerogenes. The tests are carried outusing sulfatase enzyme assay product No. S-1629 from Sigma in accordancewith the information in the Sigma Quality Control Test Procedure datasheet. Ascorbic acid and ATP are used as reference inhibitors.

For evaluation, the arylsulfatase-catalysed formation of p-nitrophenolfrom the substrate p-nitrophenyl sulfate (pNPS) is monitored byspectrophotometry (λ=420 nm). The 1000 μl reaction solutions, which havebeen heated to a reaction temperature of 37° C., receive 187 mM Tris/HCl(pH 7.1), 8 mM pNPS and a starting concentration of 0.05 U/ml ofarylsulfatase. The unit U of enzyme activity is defined as follows; 1 Uof sulfatase hydrolyses 1.0 μmol of pNPS per minute at pH 7.1 and 37° C.

The test procedure has also been disclosed by H. R. Fowler and D. H.Rammler, Biochemistry 3, 230, 1964.

The reaction is started by adding the enzyme and the increase inabsorption at λ=420 nm is monitored over 5 minutes, the linear increasein absorption (A) per unit time (t) being a measure of the activity ofthe enzyme (ΔA/Δt). As reference, the activity of the enzyme in theabsence of an inhibitor, (ΔA₁/Δt₁), is set at 100%. Under analogousconditions, the activities in the presence of an inhibitor (ΔA₂/Δt₂) aredetermined. The inhibitory action of the inhibitor or the reduction inenzyme activity is then calculated in accordance with the formula100%−(ΔA₂/Δt₂)/(ΔA₁/Δt₁)%.

1-5. (canceled)
 6. A method of reducing body odour by means of theinhibition of arylsulfatase on the skin, which comprises applying tosaid skin a cosmetic deodorant or antiperspirant composition comprisingat least one arylsulfatase-inhibiting substance selected fromhydroxydiphenyl ethers of general formula

wherein R₁, R₂ and R₃ independently from each other are hydrogen;hydroxy; C₁-C₂₀alkyl; hydroxy-substituted C₁C₂₀alkyl; C₅-C₇cycloalkyl;C₁-C₂₀alkoxy; C₁-C₆alkylcarbonyl; phenyl; or phenyl-C₁-C₃alkyl; R₄hydrogen, C₁-C₂₀alkyl; hydroxy-substitute C₁-C₂₀alkyl; C₅-C₇cycloalkyl;hydroxy; formyl; acetonyl; allyl; carboxy; carboxy-C₁-C₃alkyl;carboxyallyl; C₂-C₂₀alkenyl; C₁-C₆-alkylcarbonyl;C₁-C₃alkylcarbonyl-C₁-C₃alkyl; phenyl; or phenyl-C₁-C₃alkyl; and R₅ ishydrogen; C₁-C₂₀alkoxy; or C₁-C₆alkylcarbonyl.
 7. A method according toclaim 6, wherein the arylsulfatase-inhibiting substance is selected fromhydroxydiphenyl ethers of general formula (II)

wherein R₁ and R₂ are each independently of the other a hydrogen atom, ahydroxy group or a C₁-C₂₀alkyl, C₅-C₇cycloalkyl, C₁-C₆alkylcarbonyl,C₁-C₂₀alkoxy, phenyl or phenyl-C₁-C₃alkyl group, R₃ is a hydrogen atomor a C₁-C₂₀alkyl or C₁-C₂₀alkoxy group and R₄ is a hydrogen atom or aC₁-C₂₀alkyl, hydroxy-substituted C₁-C₂₀alkyl, C₅-C₇cycloalkyl, hydroxy,formyl, acetonyl, C₁-C₆alkylcarbonyl, C₂-C₂₀alkenyl, carboxy,carboxy-C₁-C₃alkyl, C₁-C₃alkylcarbonyl-C₁-C₃alkyl or carboxyallyl group,hydroxydiphenyl ethers of general formula

wherein R₂ is a hydrogen atom or a C₁-C₂₀alkyl, hydroxy-substitutedC₁-C₂₀alkyl or C₁-C₆alkylcarbonyl group, R₁ and R₃ are eachindependently of the other a hydrogen atom, a C₁-C₆alkylcarbonyl groupor a C₁-C₂₀alkyl group and R₄ is a hydrogen atom or a C₁-C₂₀alkyl,hydroxy-substituted C₁-C₂₀alkyl, C₅-C₇cycloalkyl, hydroxy, formyl,acetonyl, C₁-C₆alkylcarbonyl, C₂-C₂₀alkenyl, carboxy,carboxy-C₁-C₃alkyl, C₁-C₃alkylcarbonyl-C₁-C₃alkyl or carboxyallyl group,and hydroxydiphenyl ethers of general formula

wherein R₁ is a hydrogen atom or a C₁-C₆alkylcarbonyl or C₁-C₂₀alkylgroup, R₄ is a hydrogen atom or a C₁-C₂₀alkyl, hydroxy-substitutedC₁-C₂₀alkyl, C₅-C₇cycloalkyl, hydroxy, formyl, acetonyl,C₁-C₆alkylcarbonyl, C₂-C₂₀alkenyl, carboxy, carboxy-C₁-C₃alkyl,C₁-C₃alkylcarbonyl-C₁-C₃alkyl or carboxyallyl group and R₂ and R₃ areeach independently of the other a hydrogen atom or a C₁-C₆alkylcarbonylor C₁-C₂₀alkyl group, is applied to the skin.
 8. A method of reducingbody odour according to claim 6 wherein the arylsulfatase-inhibitingsubstance is used gender-specifically in respect of the amount and/ornature thereof.
 9. Method of reducing body odour according to claim 6,wherein the arylsulfatase-inhibiting substance is used for reducing bodyodour in men.